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March 15th, 2026

Playing The Game THE COURAGE LEAP

  1. Playing The Game THE COURAGE LEAP Richard Wilmore 15:33

I’m playing with Gabby Starr, a recruiter and managing representative from the Transamerica Agency Network. Gabby shares her inspiring journey of “stumbling” into a Finance career six years ago after previously working in both the baking and counseling worlds.

Throughout the episode, Gabby participates in a fast-paced game called “The Current Leap,” where she must name three items in various categories under a five-second time limit. Between rounds, she opens up about the “30 seconds of courage” rule that guided her career change, the realities of being a single parent to two teenagers, and how her counseling background now helps her lead with patience and active listening.

Richard Wilmore Make Your Day Richer TV

Richard Wilmore is the Host and Executive Producer of the wildly successful daily Talk/Variety Series, Make Your Day Richer TV. From 2016-2022, he hosted the award-winning The Richard Wilmore Show. You can also find him as the current Co-Host of the Wolf Media Festival podcast. Behind the scenes, Richard helps numerous podcasts and livestreams with their production, editing, and talent booking needs through his company, Make Your Day Richer. Richard empowers creatives to amplify their voices and connect with their audience on a deeper level. His passion for making work fun, innovative, and easy continues to drive his success in the entertainment industry.